Great Barrington is a town in Berkshire County, Massachusetts, United States. It is part of the Pittsfield, MassachusettsMetropolitan Statistical Area. The population was 7,104 at the 2010 census. Both a summer resort and home to Ski Butternut, Great Barrington includes the villages of Van Deusenville and Housatonic. It is also the birthplace of W. E. B. Du Bois. In 2012, Smithsonian magazine ranked Great Barrington #1 in its list of "The 20 Best Small Towns in America".

Great Barrington today is a vibrant small town acting as the hub for "South County". The town and its surroundings support a year-round population as well as second homes. Great Barrington is home to over 55 restaurants catering to a wide spectrum. The recently renovated Mahaiwe Theater has become a center for year-round music and cultural events.

On July 24, 2009, Great Barrington was named an Appalachian Trail Community by application and acceptance by the Appalachian Trail Conservancy.

On June 1, 2010, a new fire station was opened for the Great Barrington Fire Department, located on Route 7. The new fire station replaces the old one, which was located on Castle Street. The old fire station was deteriorating both aesthetically and structurally, and provided insufficient space for the growing needs of the fire department. The new $9.1 million facility will also host community events such as elections, and serve as the hub for emergency operations in southern Berkshire County.
The town celebrated its 250th anniversary with a large parade on July 10, 2011. Other events celebrating the 250th anniversary were held throughout the year as well.

The "Main Street Reconstruction Project" was launched in 2011, involving major improvements along Main Street between Saint James Place and Cottage Street. The plan includes the reconstruction of the road with new pavement, new sidewalks, sewer and utility improvements, and the removal of the large trees that span Main Street, to be replaced with much smaller trees. The project had finished its design phase as of 2012, and construction was to be completed by the end of 2013.